It seems to me that one of the main hurdles for the SE lies in the length of the ribbon. I've seen a few people suggest way stations along the way, thus breaking up the total length of the ribbon and allowing each segment to be more easily maintained. Of course there are a few major issues with this, mainly the extra weight this would put on the tether, thus reducing total possible load on the climber.

So what I'd like to suggest (for all to pick apart to its last detail) is the concept of having the one main ribbon broken into two segments, with one way station BUT the purpose of this station is to serve as an anchoring point for 2 other Space Elevator-esque ribbons to attach to. This would provide more support/lift for the main ribbon itself as well as compensating for the additional weight of the way station.

Another main hurdle this would pose is figuring out how the climber would transition from one ribbon to the next without the use of additional heavy equipment. Perhaps additional grippers can be used on the climber (a set at the top and a set at the bottom) so that bottom set can be used to push up far enough for the top set to grip the next ribbon. Admittedly I've not put a lot of thought into component of the idea.

Another potential benefit lies in offering additional stability to the ribbon proper (from the two ancillary ribbons at the side).

What are the main technical hurdles to this approach? And would having two smaller ribbons in close proximity to the main ribbon create too large a risk of tangling or other interference?

That's a significant fraction of the distance to the Moon.  If the Moon's tugs on the counterweights are considered, perhaps you can lift your largest loads at high tides (especially at Spring Tides).